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the claim

N-hydroxysuccinimide esters undergo specific side reactions when exposed to competing nucleophiles.

the verdict

SUPPORTED

the evidence backs this

confidence 79/100

N-hydroxysuccinimide (NHS) esters are well-known to undergo specific side reactions and competing nucleophilic attacks (such as O-derivatization or ring opening) alongside their primary reactions.

Evidence for · 2

Addressing NHS Chemistry: Efficient Quenching of Excess TMT Reagent and Reversing TMT Overlabeling in Proteomic Samples by Methylamine.

2025 · cited by 3

Paper [0] discusses how NHS esters react with competing nucleophiles such as serine, tyrosine, and threonine side chains to form unintended O-derivatives.

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More for · 1

Thio-NHS esters are non-innocent protein acylating reagents.

2025 · cited by 2

Paper [1] demonstrates that NHS-ester derivatives undergo ring-opening and site-dependent side-reactions when exposed to competing nucleophilic environments.

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first checked01 Aug 2026

judged → SUPPORTED · 7901 Aug 2026

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